benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
CAS No.:174290-83-6
Molecular Formula:C₄₉H₅₃NO₁₁
Molecular Weight:831.96
Hs Code.:

Synonyms:benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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Chemical Property of benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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Technology Process of benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

There total 6 articles about benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.7%

: 174148-12-0
N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-6-benzyloxymethyl-5-((2R,4aR,6S,8S,8aR)-8-benzyloxy-7-oxo-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-3-yl]-acetamide

: 174290-83-6
benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(95)00257-X

Reference yield:

: 55287-49-5
benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 174290-83-6
benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 52.3 percent / molecular sieves 4A, N-iodosuciinimide, trifluoromethanesulfonic acid / CH₂Cl₂ / 1.5 h / 0 °C

2: 93 percent / NaOMe / methanol / Ambient temperature

3: 83.5 percent / 4-toluenesulfonic acid / dimethylformamide / Ambient temperature

4: 96.5 percent / acetic anhydride, dimethyl sulfoxide / Ambient temperature

5: 65.7 percent / sodium borohydride / methanol; CH₂Cl₂ / 4 h / Ambient temperature

With sodium tetrahydroborate; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; acetic anhydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00257-X

Reference yield:

: 174148-11-9
benzyl 3-O-benzyl-β-D-glucopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

: 174290-83-6
benzyl 3-O-benzyl-4,6-O-benzylidene-β-D-mannopyranosyl-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 83.5 percent / 4-toluenesulfonic acid / dimethylformamide / Ambient temperature

2: 96.5 percent / acetic anhydride, dimethyl sulfoxide / Ambient temperature

3: 65.7 percent / sodium borohydride / methanol; CH₂Cl₂ / 4 h / Ambient temperature

With sodium tetrahydroborate; acetic anhydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(95)00257-X